反应详情

温度

-5 °C

To a stirred solution of 1.0 g of 2-(3,4-dichlorophenyl)-3,4-dihydro-6-(methylthio)-2H-pyrano[2,3-b]pyridine in 25 ml of methylene chloride at -25° C. there was added dropwise a solution of 0.55 g of 80-85% m-chloroperoxybenzoic acid in 20 ml of methylene chloride over 5-10 minutes while keeping the temperature between -20° and -30° C. A precipitate formed. The mixture was then allowed to warm to -5° C. over 2 hours and then extracted with aqueous saturated sodium bicarbonate solution, aqueous saturated sodium chloride solution, dried over sodium sulfate and concentrated under reduced pressure to leave a pale yellow solid. This was recrystallized from a mixture of ethyl acetate and hexane to give 2-(3,4-dichlorophenyl)-3,4-dihydro-6-(methylsulfinyl)-2H-pyrano[2,3-b]pyridine as a cream-colored solid melting at about 159°-162° C.

1. customthe temperature between -20° and -30° C
2. customA precipitate formed
3. extractionextracted with aqueous saturated sodium bicarbonate solution, aqueous saturated sodium chloride solution
4. dry with materialdried over sodium sulfate
5. concentrationconcentrated under reduced pressure
6. customto leave a pale yellow solid
7. customThis was recrystallized from a mixture of ethyl acetate and hexane